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Merck
CN

B142

Supelco

Benzoylnorecgonine

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C15H17NO4
CAS Number:
41889-45-6
Molecular Weight:
275.30
MDL number:
MFCD00153770
UNSPSC Code:
41116107
PubChem Substance ID:
329773185
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

200

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

−20°C

SMILES string

OC(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1OC(=O)c3ccccc3)N2

InChI

1S/C15H17NO4/c17-14(18)13-11-7-6-10(16-11)8-12(13)20-15(19)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2,(H,17,18)/t10-,11+,12-,13+/m0/s1

InChI key

CMYJDRSCSOXYHG-QNWHQSFQSA-N

General description

Benzoylnorecgonine is a major urinary metabolite of cocaine, which can be determined by a variety of analytical techniques and is often used in toxicology screening to confirm cocaine abuse.

Application

Benzoylnorecgonine may be used as an analytical reference standard for the quantification of the analyte in cocaine based products using high-performance liquid chromatography.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品
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A S Wilkins et al.
Neurotoxicology and teratology, 20(3), 215-226 (1998-06-25)
To characterize the transplacental effects of cocaine on the developing brain, we have developed a mouse model of gestational cocaine exposure. Pharmacokinetic analysis revealed that cocaine and its metabolites (BE, BNE, and NC) were found in fetal brain and plasma
L J Murphey et al.
Journal of chromatography, 613(2), 330-335 (1993-04-02)
A method for simultaneous extraction of cocaine and metabolites benzoylnorecgonine, benzoylecgonine and norcocaine from meconium was developed. The procedure uses solid-phase extraction columns with both cation-exchange and hydrophobic properties after vortex-mixing meconium with methanol. Chromatography utilizes reversed-phase high-performance liquid chromatography
Microassay for the simultaneous determination of cocaine, norcocaine, benzoylecgonine and benzoylnorecgonine by high-performance liquid chromatography
Sandberg.AJ and Olsen.DG
Journal of Chromatography. B, Biomedical Sciences and Applications, 525, 113-121 (1990)
J A Sandberg et al.
Journal of chromatography, 525(1), 113-121 (1990-01-26)
An improved method for the simultaneous determination of cocaine, norcocaine, benzoylecgonine and benzoylnorecgonine using reversed-phase high-performance liquid chromatography with ultraviolet detection is described. Following solid-phase extraction, chromatography was performed using a column containing an octadecylsilica-coated packing, eluted with 6% acetonitrile
B M Lampert et al.
Journal of chromatography, 495, 153-165 (1989-10-27)
A high-performance liquid chromatographic procedure for the determination of cocaine and selected metabolites (benzoylecgonine, norcocaine and benzoylnorecgonine) from human and canine serum has been developed. The analytes are extracted from 0.5-ml serum samples using strong cation-exchange and octadecylsilane solid-phase extraction
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